ID: ALA489010

Max Phase: Preclinical

Molecular Formula: C14H18BrN3O4

Molecular Weight: 372.22

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(CCCCC(=O)NN/C=C/c1ccc(O)cc1Br)NO

Standard InChI:  InChI=1S/C14H18BrN3O4/c15-12-9-11(19)6-5-10(12)7-8-16-17-13(20)3-1-2-4-14(21)18-22/h5-9,16,19,22H,1-4H2,(H,17,20)(H,18,21)/b8-7+

Standard InChI Key:  APQWBYDYPKGXAM-BQYQJAHWSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 372.22

Molecular Weight (Monoisotopic): 371.0481

AlogP: 1.81

#Rotatable Bonds: 8

Polar Surface Area: 110.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.59

CX Basic pKa: 1.95

CX LogP: 1.37

CX LogD: 1.35

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.27

Np Likeness Score: -0.22

References

1. Patel V, Mazitschek R, Coleman B, Nguyen C, Urgaonkar S, Cortese J, Barker RH, Greenberg E, Tang W, Bradner JE, Schreiber SL, Duraisingh MT, Wirth DF, Clardy J..  (2009)  Identification and characterization of small molecule inhibitors of a class I histone deacetylase from Plasmodium falciparum.,  52  (8): [PMID:19317450] [10.1021/jm801654y]

Source

Source(1):

• Scientific Literature